Caught-my Most Embarrassing Moment

Posted by: Author: Age: 56 Posted on: 0 comments
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Through my teens, I used to love to dress up in my sister's or mum's clothes whenever I had the house to myself. I would wank off into their panties or bras, wash them out later and put them back in their drawers.

One Sunday afternoon I had the house to myself. I was 18 at the time and mum and dad were playing golf for the afternoon and were not expected home until around 7.00 pm. My sister was working checkout at the supermarket and her shift finished at 8.00 pm. What a wonderful afternoon I had to myself. Just me, myself, and I, dressed in drag and wanking off.

This afternoon I went into my sister's room and got out her bra's and panties and laid them out on her double bed. I put on a pair of her panties and bra, along with a short but loose skirt. I also went to mum's room to get her shoulder length wig and some of her lipstick. I looked at myself in the mirror and was proud of myself. My cock was so hard, I started stroking there and then.

Before settling into a multisession wank, I got some magazines from my room with open hairy pussies. I was completely in my element. I then went back to Larissa's room as she had a double bed and mine was only a single bed. I lay back on her bed with a bottle of baby oil and a towel nearby. I had all my sister's panties and bras draped around me on the the bed. I opened a magazine and was wanking away and completely oblivious to everything around me. All of a sudden, I heard a scream and someone say, 'What in the hell are you doing.'

You can imagine my surprise and total embarrassment when I saw my sister's next door neighbour's friend looking at me with eyes wide open and a look of total amazement. I stuttered and stammered but nothing that made any sense come out.

Anne and my sister were friends and she come over a lot. She was a real dragon, slightly pudgy and pretty ugly. To my knowledge she had never had a boyfriend. Anne said that I was weird and demented and why was I doing this. I tried to explain it made me horny and a great way to wank off. I also asked her to please never tell my sister about this. I also asked how she got in.

Anne said the the front door was slightly open and that she knocked but nobody answered. Thinking that my sister was home, she then went to her room. Anne then told me she had never seen a naked guy before, never mind seeing one wank off before. She told me that she would not tell my sister if I would finish wanking in front of her and so she could see me cum.

Anne sat on the end on the bed looking with a kind of anxious but lustful anticipation. It wasn't long before I shot my wad all over my tummy and sister's panties. Anne was in another world, totally fascinated in what she saw, got up and left. I quickly packed up all my sister's clothes, washed out the cum soaked panties and had her room in pristine condition before the family arrived home several hours later.

The next few days my sister gave me several dirty looks without ever saying anything. It may have been my guilty conscience, I am not sure. The next time I had the house to myself, my sister's room was locked so she must have known. Nearly 40 years later, Anne still gives me a hard time about that day.



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